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Monthly Newsletters

2025

September:
Going 1099 Is Not a Magic Elixir
August:
Getting Your Financial Education Early Can Be Worth Millions
July:
Are You Actually Receiving the Value a Financial Advisor Provides?
June:
Understanding the Basics of Investing
May:
Living Life Right Now (and Spending the Money to Do So)
April:
Tax-Loss Harvest, But Don’t Worship at the TLH Altar
March:
Helping Your Fellow Docs Save for Retirement
February:
Two More Reasons to Do Roth Contributions and Conversions
January:
All the Reasons Why Retirement Accounts Are Awesome

2024

December:
How Bad Is It to Own Individual TIPS in Taxable?
November:
Should the Election Results Change Your Financial Plan?
October:
The Costs of a Serious Accident
September:
Fiduciary Is a Spectrum: Why You Might Want to Get Advice from a Financially Independent Advisor
August:
Navigating the Financial World as a Validator
July:
Why Is Saving 20% of Your Income So Important? Let's Run the Numbers
June:
Avoid Unforced Errors
May:
The FTC Ban on Non-Competes and the Law of Unintended Consequences
April:
5 Ignorant Arguments Residents Use to Justify Buying a Home
March:
Who Is Your Biggest Financial Enemy?
February:
This Popular Netflix Show Reminds Us of the Best Way to Invest
January:
4 Lessons Learned After Years of Being Financially Independent

2023

December:
A Roth IRA Is NOT a Bad Investment
November:
The Role of Your Investment Oversight Committee
October:
Overcoming Paralysis by Analysis Is Harder Than I Thought
September:
6 Lessons Learned While Climbing Half Dome
August:
How to Stay Rich
July:
The ‘Guaranteed' Path to Physician Wealth and the 5 Ways to Fall Off It
June:
A High Income Covers a Plethora of Financial Sins
May:
Should QLACs Be Part of Your Portfolio?
April:
You'll Probably Get What You Want Most
March:
10 HSA FAQs: How Many Do You Know?
February:
What Is a High-Low Agreement?
January:
The Government Wants You to Save for Retirement

2022

December:
You Can't Protect It All, and That's OK
November:
How to Think About TIPS
October:
There Are Many Roads to Dublin
September:
What We Think About the New Student Loan Changes
August:
Financial Tips for the Terminally Ill (and the Rest of Us)
July:
How to Invest Your HSA
June:
Life Isn't Fair
May:
New Changes to Student Loan Management
April:
Inflation: The Investor's Greatest Enemy
March:
What Should Your Portfolio Do About the Russian Invasion?
February:
How FOMO Ends
January:
Standard and Mega Backdoor Roth IRAs, and Federal Student Loans

2021

December:
Don't Miss the Forest for the Trees
November:
Why IRR Is the Best Return Measurement
October:
12 Ways to Optimize for Career Longevity
September:
How to Increase Risk Tolerance
August:
The Benefits of Getting Rich Slowly
July:
What Are Your Hobbies Really Costing You?
June:
Yes You Should Worry About Inflation
May:
Betting on Options Isn't Investing
April:
Plan an Adventure!
March:
Be Prepared!
February:
An Era of Speculation
January:
The Investor Matters More Than the Investment

2020

December:
You Can Deduct Charitable Contributions Without Itemizing
November:
Did the 4% Rule Just Become the 5.5% Rule?
October:
Giving the Gift of Charity
September:
Investing at Market Highs
August:
Why Doctors Still Need a 401(k)
July:
Is a Cash Balance Plan Right for You?
June:
Keep a Crystal Ball Journal
May:
Why Market Bottoms Are So Hard to Pick
April:
Tax Dates Pushed Back!
March:
Stop Panicking, Tax Loss Harvest, and Avoid Scams
February:
How to Think About Social Security and Pensions
January:
Expected Returns

2019

December:
Two Bond Schools of Thought
November:
Don't Give In to Financial Peer Pressure
October:
Moving: Opportunity to Purge or Major PIA?
September:
Dealing with the Silos in the Financial Services Industry
August:
You Get to Define Retirement
July:
Be Realistic About Travel
June:
Where Are All the PSLF Doctors?
May:
Taking the Hard Advice
April:
Quit Screwing Up Your Backdoor Roth IRA
March:
Roth as a Resident?
February:
The Beauty of Simplicity
January:
Beware the 60-Day Dividend Rule When Tax Loss Harvesting

2018

December:
How to Actually Enjoy a Day at a Theme Park
November:
Great Quotes to Read During a Bear Market
October:
Roth Conversions: A Great Asset Protection Technique
September:
Self-Directed IRAs and 401(k)s
August:
Success Is Balance
July:
The 7 Years of Plenty
June:
Real Estate Is Optional But Useful
May:
You're a Doctor Not a Monk
April:
Buy or Rent? It's Mostly a Question of Time
March:
Get Your Financial Ducks in a Row!
February:
Top 10 Physician Financial Mistakes
January:
Seize the Day and Get That Financial Task Done!

2017

December:
The Speculative Fever in Bitcoin
November:
Sharpen Your Saw for Maximum Effectiveness
October:
The 80/20 Rule
September:
The Wash Sale Rule
August:
Lesson from the Case Study of Japan
July:
Doing Vacation Right
June:
How to Get Around the Once-a-Year Rollover Rule
May:
The Best Annuity Out There
April:
A Unique Way to Get More Asset Protection
March:
The Coverdell Education Savings Account
February:
A Tale of Avalanches, V-Fib Arrests, and Helicopters
January:
Resolve to Fix Your Finances in 2017!

2016

December:
Trump Rally, Donor-Advised Funds, and More
October:
What to Do If You Have Money During Medical School
September:
The Road to Happiness
August:
Phil Demuth on Tax Bracket Thresholds
July:
The Best Investment Financial Crisis Response
June:
Managing Student Loans as a Resident
May:
The 3 Different Types of Physician Financial Situations
April:
Simplifying Life via Spring Cleaning
March:
Budgeting Priorities in a Crippled Financial State
February:
The SIMPLE IRA
January:
Tax Harvesting and Donating Shares to Charity

2015

December:
The Benefits of Hiring Your Children
November:
The Recent Changes to Social Security
October:
Paying for College Education
September:
Paying Tuition with Appreciated Security Shares
August:
Gold as an Investment
July:
Be Prepared for Financial Downturns
June:
How to Handle Crippling Educational Debt
May:
The SEPP Rule
April:
The Myth that Stock Picking Is Adequate Portfolio Diversification
March:
Balancing Personal Finance Philosophies
February:
Roths in the Distribution Phase
January:
529 Tax Saving Schemes

2014

December:
Charitable Contributions
November:
A Penny Saved Is More Than a Penny Earned
October:
Quarterly Estimated Tax Payments
September:
A Certified Financial Planner on Staff at Medical Schools
August:
Keeping Real Estate Investment Expenses Low
July:
After-Tax 401(k) Contributions
June:
Investment Approaches Masquerading as Legitimate Techniques
May:
The Value of Frugality
April:
Be Careful When Choosing Self-Directed IRAs
March:
Lower Investment Tax Cost with Charitable Donations
February:
The “MyRA” and the Benefits of a Very Simple Portfolio
January:
Timing Tax-Advantaged Investment Contributions

2013

December:
Cautions About Increasing Your Lifestyle
November:
Reduce Your Sequence of Return Risk
October:
The Buy and Hold Philosophy Is Not Dead
September:
Are After-Tax Contributions to a 401(k) a Good Idea?
August:
How Not to Run Out of Money in Retirement
July:
Bond Investing
June:
IBR Management Strategies
May:
The Boglehead Philosophy of Investing
April:
Lessons Learned from the Cyprus Crisis
March:
In Defense of Conservative Spending Habits
February:
Quick Easy Things That Can Save Your Financial Life
January:
Guards Against Income and Tax Situation Fragility

2012

December:
There Is a Light at the End of the Tunnel
November:
Avoid a Portfolio “Collection”
October:
Don't Overestimate Your Risk Tolerance
September:
Market Buy and Sell Tips
August:
How to Choose a 529 Plan
July:
Successfully Navigate the Critical Investing Moments
June:
The 5 Enemies to Your Investment Portfolio
May:
Fund Your HSA Through Your Employer
April:
Plan Ahead for Potential Contract Loss
March:
3 Finance Basics
February:
The Advantages of a Solo 401(k)